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PMID: 2329554 Published · ppublish English Journal Article

Nonpeptide angiotensin II receptor antagonists: N-[(benzyloxy)benzyl]imidazoles and related compounds as potent antihypertensives.

Journal of medicinal chemistry ·Vol. 33 ·No. 5 ·1990-05-00 ·Pages 1330-6

Carini DJ, Duncia JV, Johnson AL, Chiu AT, Price WA, Wong PC, Timmermans PB

Abstract

A series of compounds has been synthesized and demonstrated to be antagonists of the angiotensin II (AII) receptor. These compounds are structurally related to the N-(benzamidobenzyl)imidazoles and extend the scope of this new class of nonpeptide AII antagonists. It has been found that the amide linkage (X = NHCO) in the N-(benzamidobenzyl)imidazoles can be replaced successfully by a variety of groups (X = single bond, O, S, CO, OCH2, CH = CH, NHCONH); linkers of 0-1 atoms in length are most effective. When administered intravenously to awake renal hypertensive rats, these compounds are potent antihypertensives.

MeSH Terms
Adrenal Cortex/drug effects,metabolism Angiotensin II/antagonists & inhibitors Angiotensin Receptor Antagonists Animals Antihypertensive Agents/chemical synthesis Binding, Competitive Chemical Phenomena Chemistry Imidazoles/chemical synthesis,pharmacology Microsomes/drug effects,metabolism Rats Receptors, Angiotensin/drug effects,metabolism Structure-Activity Relationship
Chemicals
Angiotensin Receptor Antagonists Antihypertensive Agents Imidazoles Receptors, Angiotensin Angiotensin II
Authors & Affiliations
7 authors, click to expand affiliations / ORCID
Carini D J
Medicinal Chemistry Section, E. I. du Pont de Nemours and Co., Inc., Wilmington, Delaware 19880.
Duncia J V
Johnson A L
Chiu A T
Price W A
Wong P C
Timmermans P B
Article Info
Journal
Journal of medicinal chemistry
Abbr.
J Med Chem
ISSN
0022-2623
Published
1990-05-00
Pages
1330-6
Language
English
Region
United States
NLM ID
9716531
Subset
IM
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